Shemales Porn Stories
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Grad school rommie

So I had just started grad school, and moved in with this guy to share rent, his name was Brett, nice guy mild mannered. At that time I was bi-curious at best, but nobody had a clue, or so I thought. Brett was gay, or at least I thought he was, I never really gave him a sexual thought none the less, after about a month of living together, I walked home from this party, and I was trashed, this girl walked me home, and we hung out in the living room with Brett, me and her made out a little bit, and I felt like Brett was watching us, but I wasn't sure, either way the girl rubbed on my cock throug... Continue»
Posted by smonkeys32 16 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 4840  |  
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"Game" Over???

I had not had any Barb time since returning from Kansas City. School was to start up in a week ending summer break and I needed to dress. The folks were at work and I was going to play.

I put on the open bottom girdle dad had bought me, tan nylons, a white lacy bra and my breast froms, and 4" black pumps. I went into the folks bedroom turned on the stereo and sat down at mom's vanity to do my makeup.

I then went to mom's closet and started looking through her closes to see what I could wear. I felt something brush my hard cock and looked down to see a manicured hand gently holding it!! ... Continue»
Posted by Barb51 16 days ago  |  Categories: Mature, Shemales, Taboo  |  Views: 2898  |  
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Surprise

It had been quite some time since I had tasted the flesh of a young buxom female. I needed to have a good-looking lady at my side and soon. I decided to go dancing in town at one of the local bars. I don't usually hang out at these kind of places; however, It may be time I started. It sure is hard to find a date now a days. I went to the Lighthouse Bar. It usually is happening all night until about 4:00 am.
I dressed in my tightest jeans and my best button up shirt. I looked for a lack of better words--tuff. All I had to do was get some chick on the rebound or something, buy her a fe... Continue»
Posted by freegre 17 days ago  |  Categories: Hardcore, Shemales  |  Views: 3341  |  
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Transsexual Lust

This is not my story. I found it in a free site a long time ago and I wanted to share it with you. This is not a copyrighted story as far as I know.....



I was 23 when I had the only job I really liked. It was after I graduated from college in Philadelphia, and had just gotten a job in the fashion industry. Actually, it was really just a designer dress shop, but it was a start. At first, I wasn't too excited. After all, a dress shop isn't the most interesting place to work, right? Wrong!

My first day on the job started out as normal as could be expected. There was a note from the owne... Continue»
Posted by freegre 17 days ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 2970  |  
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Mr. Johnson

I remember always being entranced by sexy girls in my early teens, so much
so that I started crossdressing when I was very young. When my single mom was
away from home I would wear her panties and bra stuffed with socks and
hose, high heels and full make-up and loved the feelings it brought out in
me. I felt so damn sexy! In no time at all I was pretty good at it and by
the time I was in middle school I was dressing like a slutty babe and looked pretty hot
if I say so myself. I always dressed in private and masturbated a lot
fantasizing I was sucking cock or getting laid, both of which... Continue»
Posted by darkeyes2315 18 days ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 4607  |  
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Sissy for BBC use and a b u s e

My Dear little sissy s****r, lezzie lover and slutty confidant...


Thanksgiving saw me full of BIG BLACK COCK...my mouth, my sissy pussy and my belly were full of so much BBC and SPERM from Big Black Daddy Dick (s) annnnd I was good little bitch in the Doggy position for the Black Daddys' and their DAWG POUND(ING). I finally hooked up with my own BBC GANGBANG SQUAD from the adult bookstore. They used me for well over 24 hours of serious sissy-slut abuse, degradation, domination, humiliation and more, much, much more! I can't wait to tell you about it. I wish you were with me so w... Continue»
Posted by santtxx 19 days ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  Views: 5361  |  
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The Sissy Gene: The Ceremony

***THIS IS A SERIES BE SURE TO READ THE FIRST 3 STORIES I POSTED BEFORE READING THIS ONE***




The Ceremony
We waited back stage until the principal called us out. First he would talk about the school year, then introduce the Alphas, and then the Sissies last. I was so nervous and super cold, there must be no heater in the back, and wearing a micro bikini wasn't helping. Kevin had the smart idea to huddle together so we did. Our tight bulges would sometimes touch but it was worth it for the warmth. On the other end of the stage I could see the Alpha males. They were warring matching dre... Continue»
Posted by sissyslovebbc 19 days ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1346  |  
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The Sissy Gene: The Preparations

***PLEASE READ***
TO FULLY UNDERSTAND THE WORLD OF THE CHARACTER I AM WRITING ABOUT BE SURE TO READ MY PROLOGUE AND "THE TEST" THAT CAN BE FOUND ON MY STORY POSTS AND BLOG RESPECTIVELY. THANKS




THE Preparations

As soon as I entered into my classroom, the teacher started clapping. Congratulated me on becoming a sissy. She was just catching the class up on how she was ending class early so she could help me and the other sissies be ready for the ceremony. After I followed her to the change rooms where the other 3 boys who had just become sissies should already be getting ready.
Mrs.... Continue»
Posted by sissyslovebbc 19 days ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1201  |  
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Sissy and her Mistress

"Mistress, what are we doing tonight? I need to know what to wear" I pout.
"You'll see. Put on your slutty schoolgirl outfit with your white thigh high stockings, and your 4 inch heels. I'll be there in a half hour"
"Yay! I love that one!" I exclaim.
"Be waiting outfront" you command.
"But Mistress..."
"No butts sissy, this is what you want - and oh, yea, don't forget your plug. The large one"
"Yes mistress"

40 minutes later, I am outfront of my apartment complex trying to hide in the shadows. Given my height and the heels, I am attracting a bunch of attention. You chuckle as 3 black... Continue»
Posted by drew1207 21 days ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1910  |  
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My 1st time having sex with a guy!!

I went out with a gay friend of mine hem was my hairdresser Rodney he is fine as hell ripped stomach sexy body big fat cut shaved cock,he. Be out for cocktails at a gay bar after about five drinks apiece we started dancing mingling with people I met a beautiful TS lady boy he look & acted just like a girl we was dancing dirty I was getting so turned on she was grabbing my dick kissing my neck talking dirty and it was working so we,went back to,the vip room and was making out she had just un button my pants was stroking my cock so,go... Continue»
Posted by Cockriider69 22 days ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 5380  |  
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PartyPlanning Chp1. Pt1.

Sarah...


"This feels great. The sun is not to hot on my skin but it's a bright clear day, the ladies are running like clockwork and so am I. Ten, I think ten moms have strolled by, just like yesterday. I'm so glad I decided to workout in my garage. Chicks love to see a man workout, especially a single guy like me. Last minute of my work out and this new workout DVD "Get Slim 4 Fem" Has me in top shape. And the host, Princess!, her highness. What a bitch but if I could fuck her I'd never stop. Last minute gotta focus...

10 m... Continue»
Posted by cohonjames380 25 days ago  |  Categories: Sex Humor, Shemales, Taboo  |  Views: 3486  |  
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My Girlie Fantasy part 3

Suddenly among the Eden of pleasure Ken was providing, the
doorbell rings like thunder as lightning strikes burning away the
sacred garden. Ken curses under his breath while he gets up to go
see who it is. I quickly sit up & fix my clothing as he walks to the
door, watching him as he goes. Almost as soon as he disappears
around the corner he returns proclaiming that it is his b*****r that
he hadn't seen in years then disappears again to let him in. I feel a
bit of a chill roll down my spine as I hear the door open & them
talking loudly. I stand up as Ken walks around the corner with... Continue»
Posted by multiplierx 26 days ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 1291  |  
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Return Visit to My Favorite Dr.

Finally the day came for my return visit to the Dr that made me look pregnant & I can't wait. I decide to wear more seductive undergarments this time to maybe get my cute Dr a little more worked up. I wear a matching red & black lace lingerie set with the same shade of red lipstick. I put on a little black dress & some red heels before heading out with an empty bottle in my purse in anticipation for his excessive load. I get to the Dr office & check in like I did before & begin the long wait till I'm finally called back. The nurse does some quick standard checks then leaves me to wait for the ... Continue»
Posted by multiplierx 26 days ago  |  Categories: Fetish, Shemales  |  Views: 2277  |  
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The Perfect Woman, Plus (Part III) - Happy Rear En

The 3rd and last part of the Perfect woman, plus story... Hope you enjoy it!


When I got home from my second steamy assignation with Amber, the sultry blonde she-male “girl of my dreams,” I found out I’d won ten million dollars in a magazine contest! Of course, I didn’t believe it at first, but when I phoned the company to confirm, they said I was indeed the Grand Prize winner!
My first thought was to call Amber and let her know my good fortune. I called the number she’d given me, but I got an answering machine. Then I remembered that she’d told me to say my name and she’d pick up. She ... Continue»
Posted by freegre 28 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 2354  |  
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Shemale Summer

Once again, this is not a story written by me! It was stored in my computer for ages and decided to share it with you. Hope you like it!


One hot summer day, my friend Sam and I were scoping out the babes at our local beach, as usual. I saw this really hot, busty blonde a few towels down giving me the eye.
"Hey, check her out!" I said to Sam. He peeked up from beneath his Ray Bans and shook his head.
"Forget that one," he said. "She's not your type."
"What do you mean?" I said. This girl would be anybody's type—even blind men!
"Just take my word... Continue»
Posted by freegre 28 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 5268  |  
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The Perfect Woman, Plus (Part I)

This is the 1st part of a 3 parts story. It is not mine but I hope you like it...


The week my girlfriend Monica broke up with me, I had to fly to New York City for a convention. I must admit, my mind wasn’t on business, and the first chance I got, I went to the hotel bar to drown my sorrows. The bar was fairly empty, which was O.K. with me, since I wasn’t really in the mood for conversation anyway. I was half-way through my first pint of Guinness when the cocktail waitress brought me another glass.
“Hey,” I objected. “I didn’t order this!”
“Relax,” the pretty brunette said. “It’s fro... Continue»
Posted by freegre 28 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 2939  |  
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The Perfect Woman, Plus (Part II) - Bright Lights,

This is the 2nd part of a 3 parts story....


I arrived home in Los Angeles after my steamy, scorching encounter with a magnificently sexy “shemale” woman named Amber, and found my ex-girlfriend Monica weeping on my doorstep! It turned out the “perfect, buff guy” she’d dumped me for was a d**g-addicted, abusive, macho jerk, which is what I’d thought from the beginning! I was exhausted from the long flight and not really emotionally read to deal with a sobbing girl on my stoop, but what could I do? I let her in and we drank hot tea and talked for a long time. I didn’t make any overtures, bu... Continue»
Posted by freegre 28 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 1590  |  
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Shemale Stewardess Seduction

Please note that this story is not written by me! It was stored in my computer for a long time now and decided to share it with you. The author's name as well as the site I found the story are not known...


My introduction into the sultry, steamy world of shemales came (and I mean came!) at 35,000 feet, on a plane flight to the Northwest.
I had been working myself to the bone, staying until ten or eleven at night, coming back in at six o'clock in the morning, and I guess the stress was visible. My boss, Terry, a very pretty, sexy lady (who I later found out was a hot-bod t... Continue»
Posted by freegre 28 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 3482  |  
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Dutch Transaction

Amsterdam, April and May is cold and wet.

Back when I was there in 1976, there was no way I was going to let the weather dampen my spirits. It was my second visit to this great city so I considered myself a seasoned veteran who was eager to experience all that it had to offer.

On my first visit, I discovered the red light district. Canal Street with its rows of shops and bay windows. In each window sat a scantily-clad lady selling her sexual wares. I found numerous porno shops with their plethora of novelties that I never know existed. I frequented some of the night clubs whi... Continue»
Posted by freegre 28 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 1566  |  
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TV Beginnings - Caught by Neighbour

I started crossdressing at quite an early age, 'borrowing' items of my mum's underwear and furtively dressing in them when she was at work. As I was an only c***d, and mum and dad had separated, I had quite a lot of time to indulge my little hobby! I used to love wearing her tights, the sexy feel of them encasing my legs and cock, and the way they made me feel so girly when I admired my reflection in the long mirror in our hallway. I would also wear her big full-cut knickers and doreen bra, and complete this with a lace slip and a pair of strappy heels or mule slippers that I could fit into th... Continue»
Posted by sparkyking 28 days ago  |  Categories: Gay Male, Shemales  |  Views: 3794  |  
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